CN106106455B - Synergistic herbicidal compositions comprising fluroxypramide and cyhalofop-butyl, * azole amide or clefoxidim - Google Patents
Synergistic herbicidal compositions comprising fluroxypramide and cyhalofop-butyl, * azole amide or clefoxidim Download PDFInfo
- Publication number
- CN106106455B CN106106455B CN201610457530.8A CN201610457530A CN106106455B CN 106106455 B CN106106455 B CN 106106455B CN 201610457530 A CN201610457530 A CN 201610457530A CN 106106455 B CN106106455 B CN 106106455B
- Authority
- CN
- China
- Prior art keywords
- fluroxypramide
- phenoxy group
- cyano
- fluorophenoxy
- ester
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N29/00—Biocides, pest repellants or attractants, or plant growth regulators containing halogenated hydrocarbons
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N29/00—Biocides, pest repellants or attractants, or plant growth regulators containing halogenated hydrocarbons
- A01N29/04—Halogen directly attached to a carbocyclic ring system
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N39/00—Biocides, pest repellants or attractants, or plant growth regulators containing aryloxy- or arylthio-aliphatic or cycloaliphatic compounds, containing the group or, e.g. phenoxyethylamine, phenylthio-acetonitrile, phenoxyacetone
- A01N39/02—Aryloxy-carboxylic acids; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/14—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings
- A01N43/18—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings with sulfur as the ring hetero atom
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
- A01N43/76—1,3-Oxazoles; Hydrogenated 1,3-oxazoles
Abstract
Comprising (a) fluroxypramide and (b) cyhalofop-butyl,
Description
It is on October 27th, 2010 that the present patent application, which is based on the applying date, and application No. is 201080047669.6 (international Shens
Please number be PCT/US2010/054248), it is entitled " comprising fluroxypramide and cyhalofop-butyl,Azole amide or clefoxidim
Synergistic herbicidal compositions " patent application divisional application.
Protect crops from inhibiting crop growth and negatively affecting the weeds of crops quality and yield and other
Vegetation infringement is to continue the problem in agricultural.To help against the problem, the researcher of synthesis chemical field has been made
The standby chemicals and chemicals for effectively controlling this obnoxious growth a variety of out.The chemical herbicide of many types is in document
Middle disclosure, a large amount of chemical herbicides use in business.
In some cases, have shown that herbicidal active component is more effective in combination compared with being administered alone, this claims
For " synergistic effect ".Such as Herbicide Handbook of the Weed Science Society of America,
Eighth Edition, 2002, p.462 described in, " synergistic effect " is two or more factor interactions, so that working as
Combination aging fruit is better than based on effect desired by the response for applying each factor respectively.The present invention is based on following discoveries: it is known its
The fluroxypramide (fluroxypyr) of individual herbicidal efficacy, cyhalofop-butyl (cyhalofop),Azole amide (metamifop)
Synergistic effect is shown when being administered in combination with clefoxidim (profoxydim).
The present invention relates to synergistic herbicidal compositions, and it includes (a) of herbicidally effective amount fluroxypramides and (b) acetyl group coacetylase
Carboxylase (ACCase) inhibitor herbicides.ACCase inhibitor herbicides include coming from aryloxyphenoxypropionic and derivative
With the compound of cyclohexane diketone.Particularly useful ACCase inhibitor herbicides include but is not limited to cyhalofop-butyl,Azoles
Acyl grass amine and clefoxidim.Composition also may include the auxiliary material and/or carrier agriculturally received.
The present invention also relates to Herbicidal combinations and the method for not needing the vegetation growth in vegetation especially rice is controlled, with
And the purposes of these cooperative compositions, wherein vegetation is not needed and includes the vegetation in other monocot crops, such as corn,
Wheat, barley, oat, naked barley, sorghum, turf, grazing, grassland, pasture, fallow ground and IVM.
ACCase inhibitor such as cyhalofop-butyl,The variety range of azole amide and clefoxidim, that is, various compound controls
The weeds type of system is wide and is supplemented by the variety range height of fluroxypramide.Such as, it has surprisingly been found that with list
The application rate of only compound is compared, and the mixture of cyhalofop-butyl and fluroxypramide is in the rate application for being equal to or less than the rate
It shows to barnyard grass (Echinochloa crus-galli；ECHCG), sealing cap Sprangletop (tighthead
sprangletop)(Leptochloa panicoides(L.)；LEFPA), China Sprangletop (Leptochloa
chinensis(L.)；LEFCH), broad-leaved signal grass (signalgrass) (Brachiaria platyphylla (GRISEB.)
NASH；BRAPP), spiral shell grass (winklegrass) (Ischaemum rugosum SALISB.；) and setariafaberi ISCRU
(Setaria faberi；SETFA the synergistic effect of control).Similarly, it has discovered unexpectedly that and individual compounds
Rate of application compare,The mixture of azole amide and fluroxypramide be equal to or less than level it is horizontal apply when show pair
Control barnyard grass (Echinochloa crus-galli；ECHCG), China Sprangletop (Leptochloa chinensis (L.)；
) and broad-leaved signal grass (Brachiaria platyphylla (GRISEB.) NASH LEFCH；BRAPP synergistic effect).And
And, it has surprisingly been found that compared with the rate of application of individual compounds, the mixture of clefoxidim and fluroxypramide is being equal to
Or it is shown when being applied lower than the level of the level to control barnyard grass (Echinochloa crus-galli；ECHCG) and Chinese
Sprangletop (Leptochloa chinensis (L.)；LEFCH synergistic effect).
Cyhalofop-butyl is the adopted name of (2R) -2- [4- (4- cyano -2- fluorophenoxy) phenoxy group]-propionic acid.Its weeding
Activity is described in The Pesticide Manual, Fourteenth Edition, and 2006.Cyhalofop-butyl is provided to rice
(rice) it is controlled after the bud of grass weeds (grass weeds) in.It can be used as acid itself or agriculturally acceptable salt or
Ester uses.It is preferred for using as ester, and wherein butyl ester is most preferred.
Azole amide is (2R) -2- [4- [(chloro- 2- benzo of 6-Oxazolyl) oxygroup]-phenoxy group]-N- (2- fluorobenzene
Base)-N- methyl propanamide adopted name.Its activity of weeding is described in The Pesticide Manual, Fourteenth
Edition, 2006.Azole amide is provided to controlling after the bud of grass weeds in rice and turf.
Clefoxidim is 2- [1- [[2- (4- chlorophenoxy) propoxyl group] imino group]-butyl] -3- hydroxyl -5- (tetrahydro -
2H- thio-pyrylium -3- base) -2- cyclohexene -1- ketone adopted name.Its activity of weeding is described in The Pesticide
Manual, Fourteenth Edition, 2006.Clefoxidim is provided to controlling after the bud of grass weeds in rice.
Fluroxypramide is the adopted name of [(two fluoro- 2 pyridyl group of chloro- 6- of 4- amino -3,5-) oxygroup] acetic acid.Its activity of weeding
It is described in The Pesticide Manual, Fourteenth Edition, 2006.Fluroxypramide controls important in diversified economy
Broadleaf weeds.It can be used as acid itself or agriculturally acceptable salt or ester use.It is preferred for using as ester, wherein first
Base heptyl ester (meptyl ester) is most preferred.
Term herbicide used in this application indicates to kill, control or the growth for adversely changing plant in other ways
Active constituent.Herbicidally effective amount or vegetation control amount are to cause the amount of the active constituent of unfavorable change effect comprising leave day
So deviation of development, kill, adjusting, dry, delay etc..Term plant and vegetation include the rice shoot of chitting piece, germination
The vegetation of (emerging seedings), the plant to germinate from vegetative propagule and transplanting.
When mixed thing is directly applied in any stage of growth or before sowing or germination the institute of plant or plant
At ground, the mixed thing of Synergistic mixtures shows activity of weeding.The effect observed depend on have plant variety to be controlled,
Environment item when the growth phase of plant, diluted administration parameters and spray droplet size, the granular size of solid component, use
The amount of application of part, the particular compound used, the specific auxiliary material used and carrier, soil types etc. and chemicals.These and
Other factors according to known in the art can be adjusted that non-selective or selective herbicidal is promoted to act on.In general, excellent
Selection of land applies the present composition in relatively jejune undesirable vegetation to reach the maximum control to weeds after bud.
In the present compositions, fluroxypramide (acid equivalent) and cyhalofop-butyl (acid etc. when herbicidal effect is collaboration
Valence object) weight ratio be 1:12 to 16:1.Herbicidal effect be collaboration when fluroxypramide (acid equivalent) withAzole amide and
The weight ratio of clefoxidim (active constituent) is 1:10 to 75:1.
The rate of application of cooperative compositions depends on having the concrete type of weeds to be controlled, the degree of required control and applying
Selection of time and method.In general, composition of the invention can be applied in the following manner: the rate of application of cyhalofop-butyl is
The rate of application of 32g ae/ha to 430g ae/ha and fluroxypramide is 35g ae/ha to 560g ae/ha.In general, group of the invention
Closing object can apply in the following manner:The rate of application of azole amide or clefoxidim be 7.5g ai/ha to 350g ai/ha and
The rate of application of fluroxypramide is 35g ae/ha to 560g ae/ha.
The component of Synergistic mixtures of the present invention can be applied either individually or as a part of multicomponent weeding system.
Synergistic mixtures of the invention can be administered in combination with one or more other herbicides to control wider scope
Undesirable vegetation.When being used in combination with other herbicides, composition can be with other herbicide formulations and other herbicides
Kettle is mixed or is sequentially applied with other herbicides.One in herbicide that can be used in combination with cooperative compositions of the invention
It include: 2,4-D, mowing amine (acetochlor), acifluorfen (acifluorfen), aclonifen, AE0172747, first grass
Amine (alachlor), amidosulfuron, aminotriazole(ATA), ammonium thiocyanate, anilofos (anilifos), atrazine, AVH 301, tetrazolium
Sulfometuron Methyl, benfuresate, bensulfuron-methyl, bentazone, benthiocarb, benzobicylon, bifenox, bispyribac-sodium, bromacil, bromobenzene
Nitrile, butachlor (butachlor), butafenacil, butralin, cafenstrole, carbetamide, carfentrazone, chlorflurenol
(chlorflurenol), chlorimuronethyl (chlorimuron), chlorpropham, cinosulfuron, clethodim, differentCareless pine, dichloro pyrrole
Pyridine acid, cloransulammethyl, cypromisulfuron, cycloxydim, dicamba, dichlobenil, essence 2,4- drop propionic acid, diclosulam, pyrrole fluorine
Acyl grass amine, diflufenzopyr, dimethenamid, smart dimethenamid, diquat dibromide, dithiopyr, diuron, EK2612, EPTC, penta
Careless pellet, ET-751, ethoxysulfuron, ethbenzanid, F7967, fenoxaprop,Azoles diclofop-methyl,Azoles diclofop-methyl+bis- benzeneAzoles-ethyl (isoxadifen-ethyl), fentrazamide, flazasulfuron, florasulam, fluazifop
(fluazifop), efficient fluazifop, flucetosulfuron (LGC-42153), flufenacet, flufenpyrethyl, Flumetsulam,
Flumiclorac pentyl, flumioxazin, fluometuron, flupyrsulfuron-methyl-sodium (flupyrsulfuron), fomesafen, the phonetic sulphur of formamido group
Grand, Flumiclorac pentyl (flumiclorac), glufosinate, glufosinate-ammonium, glyphosate, halosulfuronmethyl (halosulfuron),
Haloxyfop-P-methyl, haloxyfop-R, miaow oxalic acid (imazamethabenz), imazamox, AC 263222, imazapyr,
Imazaquin, imazethapyr, imazosulfuron, indanofan, indaziflam, iodine sulphur is grand, ioxynil,
It is ipfencarbazone (HOK-201), IR 5790, isoproturon, differentIt is acyl grass amine, differentAzoles humulone, KUH-021, newborn fluorine dogstail
Spirit, linuron, MCPA, MCPA ester & amine, mecopropP, mefenacet, two sulphurs are grand, mesotrione,
Metazosulfuron (NC-620), isopropyl methoxalamine, metosulam, metribuzin, metsulfuron-methyl (metsulfuron), molinate,
MSMA, napropamide, nicosulfuron, norflurazon, OK-9701, orysastrobin, oryzalin, propineHumulone,Humulone,Piperazine
Humulone, Oxyfluorfen, paraquat, pendimethalin, penoxsuam, ring pentaHumulone, pethoxamid, picloram,
Fluorine pyrrole acyl grass amine, piperophos, pretilachlor, primisulfuronmethyl (primisulfuron), propachlor, propanil, propyrisulfuron
(TH-547), propyzamide, prosulfocarb, prosulfuron, pyraclonil, pyrazogyl, pyrazosulfuron
(pyrazosulfuron), pyribenzoxim (LGC-40863), pyriftalid, KIH 6127, pyrimisulfan (KUH-021),
Pyroxsulam, pyroxasulfone (KIH-485), dichloro quinolinic acid, quizalofop-ethyl, Quizalotop-ethyl, S-3252, sethoxydim, west
Ma saliva, SL-0401, SL-0402, S-metolachlor, sulphur humulone, sulfentrazone, sulfosate, tebuthiuron,
Tefuryltrione (AVH-301), terbacil, thrizopyr, benthiocarb, trichlopyr, trefanocide and trifluoro methylsulphur
It is grand.
In glufosinate-ammonium (glufosinate) tolerant crops, Mediben tolerant crops, imidazolone (imidazolinones)
Tolerant crops, sulfonylurea tolerant crops or 2, on 4-D- tolerant crops, cooperative compositions of the invention can further with following object
Matter is used in combination: glyphosate, glufosinate-ammonium, dicamba, imidazolone, sulfonylurea or 2,4-D.It is usually preferable that using the present invention
Cooperative compositions and herbicide combination, the herbicide be directed to crop to be processed be it is selective and supplement by these change
Close the range for the weeds that object is controlled in the rate of application used.Further it is usually preferable that coordinated groups of the invention are administered simultaneously
Object and other supplement herbicides are closed, either applied as combination preparation or is applied as kettle mixture.
The choosing that cooperative compositions of the invention can be usually applied in combination to enhance them with known herbicide-safener
Selecting property, the herbicide-safener such as benoxacor (benoxacor), benthiocarb, cloud a kind of sedge element lactone, cloquitocet_mexyl (mexyl)
(cloquintocet), cyometrinil (cyometrinil), vanilla grand (daimuron), dichlormide (dichlormid),
Dicyclonon, dimepiperate, disulfoton, fenchlorazole-ethyl (fenchlorazole-ethyl), fenclorim (fenclorim),
Solve careless amine (flurazole), fluxofenim (fluxofenim), solution grassAzoles (furilazole), harpin protein, double benzeneAzoles acetoacetic ester (isoxadifen-ethyl), mefenpyrdiethyl (mefenpyr-diethyl), MG 191, MON 4660, naphthalene
Dicarboxylic acid anhydride (NA), oxabetrinil (oxabetrinil), R29148 and N- phenyl-sulfonyl benzoic amide.Cloquitocet_mexyl
(mexyl) be cooperative compositions of the present invention particularly preferred safener, especially for fight cooperative compositions to rice and
Any ill-effect of cereal.
In fact, it is preferable that using the cooperative compositions of the invention of form of mixtures, which has comprising weeding
The weeding component of effect amount and at least one agriculturally acceptable auxiliary material or carrier.Suitable auxiliary material or carrier should not be to having
The crop of value generates phytotoxin, and especially Weeds distribution selective in the presence of crop is applied used in composition
Concentration, and should not be chemically reacted with weeding component or other composition components.Can design such mixture with
Convenient for being directly applied to weeds or their location, or can be usually before administration with other carrier and auxiliary material dilution
Concentrate or preparation.They can be solid, for example, particulate or wettable powder that powder, particle, chresard are scattered；
Or liquid, for example, emulsifiable concentrate, solution, lotion or suspension.
It is well known to those skilled in the art for being used to prepare the suitable agriculture auxiliary and carrier of Herbicidal mixture of the present invention.
In these auxiliary materials it is some include but is not limited to, crop oil concentrate (mineral oil (85%)+emulsifier (15%))；Nonyl phenol second
Oxygroup compound；Benzyl cocodimethyl quaternary ammonium salt；Petroleum hydrocarbon, Arrcostab, organic acid and anionic surfactant are total to
Mixed object；C9-C11Alkyl poly glucoside；The alcohol ethoxylate of phosphorylation；Natural primary alconol (C12-C16) ethoxylate；Two-sec- fourths
Base phenol EO-PO block copolymer；Polysiloxanes-methyl blocking thing；Nonyl phenol ethoxylate+urea ammonium nitrate；The first of emulsification
The seed oil of base；Tridecyl alcohol (synthesis) ethoxylate (8EO)；Tallowamine ethoxylate (15EO) and PEG (400)
Dioleate -99.
Workable liquid-carrier includes water, toluene, dimethylbenzene, naphtha, crop oil, acetone, methyl ethyl ketone, hexamethylene
Ketone, trichloro ethylene, perchloroethylene, ethyl acetate, pentyl acetate, butyl acetate, propylene glycol mono-methyl and diglycol monotertiary methyl esters, first
Alcohol, ethyl alcohol, isopropanol, amylalcohol, ethylene glycol, propylene glycol, glycerol, n-methyl-2-pyrrolidone, N, N- dimethyl alkylamide,
Dimethyl sulfoxide, liquid fertilizer, latex etc..For concentrate dilution selection when, water is usually the carrier of selection.
Suitable solid carrier includes KCl, talcum, pyrophyllite clay, silica, Concave-convex clay rod
(attapulgus clay), kaolin, diatomite, chalk, diatomite, lime, calcium carbonate, bentonite, bleaching earth, cotton seed hulls,
Wheat flour, soy meal, float stone, wood powder, walnut parting, lignin, various forms of celluloses, corn granule (corn cob
Grit) etc..
It is generally desirable to one or more surfactants are added in composition of the invention.Such surfactant
It is advantageously used in solid composite and liquid composition, is especially designed to before administration with those of carrier dilution.Surface
Can be on active agent properties anion, it is cationic or non-ionic, may be used as emulsifier, wetting agent, suspending agent or
For the reagent of other purposes.Conventionally used for formulation art and the surfactant that can be used for invention formulation is especially retouched
It is set forth in " McCutcheon ' s Detergents and Emulsifiers Annual, " MC Publishing Corp.,
Ridgewood, New Jersey, 1998and in " Encyclopedia of Surfactants, " Vol.I-III,
Chemical Publishing Co., New York, 1980-81.Typical surfactant includes the salt of alkylsurfuric acid, example
Such as lauryl sulfate diethanol ammonium；Alkylaryl sulfonates, such as calcium dodecyl benzene sulfonate；Alkyl phenol-epoxyalkane addition
Product, such as nonyl phenol-C18Ethoxylate；Alcohol-alkylene oxide addition products, such as tridecyl alcohol-C16Ethoxylation
Object；Soap, such as odium stearate；Alkylnaphthalene-sulfonate, such as nekal；The dialkyl ester of sulfosuccinate, example
Such as two (2- ethylhexyl) sodium sulfosuccinates；Sorbitol ester, such as oleic acid sorbitol ester；Quaternary amine, such as lauryl three
Ammonio methacrylate；The macrogol ester of fatty acid, such as polyethylene glycol stearate；The block of ethylene oxide and propylene oxide is total
Polymers；With the salt of phosphoric acid one Arrcostab and phosphate dialkyl ester；Vegetable oil, such as soybean oil, rapeseed oil, olive oil, castor-oil plant
Oil, sunflower oil, cocounut oil, corn oil, cottonseed oil, Tower rape oil, Linseed oil, palm oil, peanut oil, safflower oil, sesame
Sesame oil, tung oil etc.；The ester of the above vegetable oil.
Other additives commonly used in Pestcidal compositions include expanding material, defoaming agent, masking agent, neutralizer and buffering
Liquid, anticorrosive, dyestuff, fumet, spraying agent, penetrant, sticker, dispersing agent, thickener, antifreezing agent, antibacterial agent etc..
Composition also may include other compatible components, for example, other herbicides, plant growth regulator (plant growth
Regulants), fungicide, agrochemical, and can prepare with liquid fertilizer or solid, especially fertilizer carrier are for example
Ammonium nitrate, urea etc..
Concentration of the active constituent in cooperative compositions of the invention is usually 0.001 to 98 weight %.It is usually used
The concentration of 0.01 to 90 weight %.In the composition for being designed as concentrate, active constituent there are concentration be usually 1 to
98wt%, preferably 10 to 90wt%.Such composition is usually before administration with inert carrier such as water dilution or conduct
Dry or liquid preparation is directly applied to the paddy field of water logging.It is usually applied to the diluted composition in weeds or weeds location
It generally comprises 0.0001 to 10wt% active constituent and preferably includes 0.001 to 5.0wt% active constituent.
The present composition can be applied by using conventional manual method, ground or high-altitude duster, sprayer and pellet
With device, weeds are applied to by being added to irrigation or rice field water, and by other conventional methods well known by persons skilled in the art
Or their location.
The following examples illustrate the invention.
Embodiment
Evaluation to activity of weeding after mixture bud in greenhouse
It is 128 square centimeters of (cm that the seed of required test plants type, which is planted in surface area,2) plastic kettle in
In 80% mineral soil/20% coarse sand plantation mixture, the pH of the plantation mixture be usually 7.2 and organic matter content be usually
2.9%.Somatomedin steam sterilizing.Plant grows 7-19 days in the greenhouse, wherein about 14- hours (h) photoperiod is used, it should
Greenhouse is maintained at 29 DEG C on daytime and is maintained at 26 DEG C at night.It regularly adds nutrients and water uses sky when needed
1000- watts of lamp of middle metal halide provides additional illumination.When plant reaches third to the 4th leaf period (true leaf stage)
When, them are handled with bud rear blade application (postemergence foliar applicantions).All processing use
Complete module test design (the complete block trial design) application of randomization, repeats 4 for each processing
It is secondary.
Evaluation to activity of weeding after mixture bud in greenhouse
Processing includes the compound listed in table 1,2,4 and 5, wherein every kind of compound is independent or applies in a joint manner.
By cyhalofop-butyl-butyl ester of amount of preparation,Azole amide, clefoxidim and fluroxypramide-methylheptyl ester are placed in 60 milliliters
(mL) vial and be dissolved in volume be 60mL comprising with the Agri-dex crop oil of the every volume of 1% volume (v/v) ratio it is dense
In the aqueous solution of contracting object.Compound demand is based on the horizontal 12mL applied volume of 187 liters of per hectares (L/ha).Mixture
Spray solution by adding raw materials solution is formed into the dilute solution of appropriate amount 12mL spray solution preparation, it is described spray it is molten
Liquid has the active constituent of individual and two ways combination.The mixed thing of preparation is used hanging equipped with 8002E nozzle
Mandel track sprinkler is applied to plant material, and the nozzle has been corrected to be higher than 18 inches (43 lis of average plant shelter
Rice (cm)) spraying altitude deliver 187L/ha.
The plant of processing and check plant are placed in above-mentioned greenhouse and poured by sub-irrigation (sub-irrigation)
Water is to prevent from washing away test compound.Processing is defined the level for 14 to 21 days compared with untreated check plant after application.To percentage
It scores than vision Weeds distribution, scoring is 0 to 100%, wherein 0 corresponds to fanout free region, and 100 correspond to kill completely.
Evaluation to activity of weeding after mixture bud in field
Field test is carried out in the rice of drilling using standard herbicide splat research method.Splat size
Usually 3x10 meters (m, width x length), wherein being repeated 4 times for each processing.Rice crop using fertilising, sowing, watering,
(flooding) and the standard culture brought up practice growth are flooded to ensure the good growth of crop and weeds.
All processing of field test use correction to the carbon dioxide (CO of application 187L/ha sprinkling volume2) knapsack spray
Day with fog application.Cyhalofop-butyl-butyl ester and the commercially available product of fluroxypramide-methylheptyl ester are existed with appropriately configured Product Level
It is mixed in water to reach and be based on the required horizontal with required rate of application shown in reaching of unit area application (hectare).Processing is being applied
It was defined the level compared with untreated check plant with latter 29 to 36 days (DAA).It scores percentage vision Weeds distribution, scores
It is 0 to 100%, wherein 0 corresponds to fanout free region, and 100 correspond to kill completely.
Table 3 proves cyhalofop-butyl-butyl ester+fluroxypramide-methylheptyl ester kettle mixture in field on Weeds distribution
Weeding cooperative effect.All processing results (while for single product and mixture) are all the average value of 4 repetition experiments,
It is significant that kettle mixture, which is interacted and tested using the T- of Tukey in the level of P > 0.05,.
Colby equation is for determining herbicidal effect (Colby, S.R.Calculation of the expected from mixture
Synergistic and antagonistic response of herbicide combinations.Weeds1967,15,
20-22.)。
Following equation is used to calculate the expection activity of the mixture comprising two kinds of active components A and B:
Expected=A+B- (AxB/100)
A=is the effect of concentration identical with concentration used in mixture observes active components A.
B=is the effect of concentration identical with concentration used in mixture observes active constituent B.
Table 1.Synergistic activity of 14 days (DAA) Herbicidal combinations to weeds crucial in rice in greenhouse after application.
Table 2.In 21DAA Herbicidal combinations to the synergistic activity of weeds crucial in rice in greenhouse.
Table 3.In 29-36DAA Herbicidal combinations to the synergistic activity of grass weeds crucial in rice in field.
Table 4.21DAA fluroxypramide-methylheptyl ester+ The Herbicidal combinations of azole amide are to crucial in rice in greenhouse The synergistic activity of grass weeds.
Table 5.In 21DAA fluroxypramide-methylheptyl ester+clefoxidim Herbicidal combinations to standing grain crucial in rice in greenhouse The synergistic activity of herbaceous weed.
BRAPP=Brachiaria platyphylla, broad-leaved signal grass
ECHCG=Echinochloa crus-galli, barnyard grass
ISCRU=Ischaemum rugosum, spiral shell grass
LEFCH=Leptochloa chinensis, China Sprangletop
LEFPA=Leptochloa panicoides, sealing cap Sprangletop
SETFA=Setaria faberi, setariafaberi
The value (% control) that Ob=is observed
Ex=analyzes expected calculated value (% control) using Colby
Number of days after DAA=application
G ae/ha=gram acid equivalent per hectare
G ai/ha=gram active ingredient per hectare
The application includes following technical scheme:
1. Synergistic herbicidal mixture of technical solution, (a) fluroxypramide comprising herbicidally effective amount and (b) ACCase inhibitor remove
Careless agent.
2. the mixture of technical solution 1, wherein fluroxypramide is acid itself or agriculturally acceptable salt or ester.
3. the mixture of technical solution 2, wherein fluroxypramide is methylheptyl ester.
4. the mixture of technical solution 1, wherein the ACCase inhibitor herbicides from aryloxyphenoxypropionic or
The herbicide of derivative species.
5. the mixture of technical solution 4, wherein the ACCase inhibitor herbicides be cyhalofop-butyl orAzole amide.
6. the mixture of technical solution 5, wherein cyhalofop-butyl is butyl ester.
7. the mixture of technical solution 1, wherein the weeding of the ACCase inhibitor herbicides from cyclohexane diketone
Agent.
8. the mixture of technical solution 7, wherein the ACCase inhibitor herbicides are clefoxidims.
9. the mixture of technical solution 1, the wherein weight ratio of fluroxypramide (acid equivalent) and cyhalofop-butyl (acid equivalent)
For 1:12 to 16:1.
10. the mixture of technical solution 1, wherein fluroxypramide (acid equivalent) withAzole amide or clefoxidim (activity
Ingredient) weight ratio be 1:10 to 75:1.
11. Herbicidal combinations, it includes the Herbicidal mixtures of the technical solution 1 of herbicidally effective amount and agriculturally it is subjected to
Auxiliary material and/or carrier.
12. controlling the method for not needing vegetation comprising make the technical solution 1 of vegetation or its location and herbicidally effective amount
Herbicidal mixtures contact or into water apply herbicidally effective amount technical solution 1 Herbicidal mixtures to prevent vegetation
Growth.
13. not needing the method for vegetation in control rice comprising make the skill of vegetation or its location and herbicidally effective amount
The Herbicidal mixtures of art scheme 1 contact or applied into water the Herbicidal mixtures of the technical solution 1 of herbicidally effective amount to prevent
The only growth of vegetation.
Claims (21)
1. Synergistic herbicidal mixture, by (a) fluroxypramide of herbicidally effective amount or its agriculturally acceptable salt or ester and (b)
(2R) -2- [4- (4- cyano -2- fluorophenoxy) phenoxy group]-propionic acid or its agriculturally acceptable salt or ester composition,
The wherein acid equivalent of the acid equivalent of fluroxypramide and (2R) -2- [4- (4- cyano -2- fluorophenoxy) phenoxy group]-propionic acid
Weight ratio be 1:12 to 16:1.
2. the Synergistic herbicidal mixture of claim 1, the wherein acid equivalent of fluroxypramide and (2R) -2- [4- (4- cyano -2- fluorine
Phenoxy group) phenoxy group]-propionic acid acid equivalent weight ratio be (140/63): 1 to (280/63): 1.
3. the Synergistic herbicidal mixture of claim 1, wherein fluroxypramide includes fluroxypramide methylheptyl ester.
4. the Synergistic herbicidal mixture of claim 2, wherein fluroxypramide includes fluroxypramide methylheptyl ester.
5. the composition of any one of claim 1-4, wherein (2R) -2- [4- (4- cyano -2- fluorophenoxy) phenoxy group]-the third
Acid includes { (2R) -2- [4- (4- cyano -2- fluorophenoxy) phenoxy group]-propionic acid }-butyl ester.
6. Synergistic herbicidal mixture, (a) fluroxypramide comprising herbicidally effective amount or its agriculturally acceptable salt or ester and (b)
(2R) -2- [4- (4- cyano -2- fluorophenoxy) phenoxy group]-propionic acid or its agriculturally acceptable salt or ester,
The wherein acid equivalent of the acid equivalent of fluroxypramide and (2R) -2- [4- (4- cyano -2- fluorophenoxy) phenoxy group]-propionic acid
Weight ratio be 1:12 to 16:1.
7. the Synergistic herbicidal mixture of claim 6, the wherein acid equivalent of fluroxypramide and (2R) -2- [4- (4- cyano -2- fluorine
Phenoxy group) phenoxy group]-propionic acid acid equivalent weight ratio be (140/63): 1 to (280/63): 1.
8. the Synergistic herbicidal mixture of claim 6, wherein fluroxypramide includes fluroxypramide methylheptyl ester.
9. the Synergistic herbicidal mixture of claim 7, wherein fluroxypramide includes fluroxypramide methylheptyl ester.
10. the Synergistic herbicidal mixture of any one of claim 6-9, wherein (2R) -2- [4- (4- cyano -2- fluorophenoxy)
Phenoxy group]-propionic acid include { (2R) -2- [4- (4- cyano -2- fluorophenoxy) phenoxy group]-propionic acid }-butyl ester.
11. Herbicidal combinations, the weeding component comprising herbicidally effective amount and agriculturally acceptable carrier, wherein the weeding
Component is by (a) fluroxypramide of herbicidally effective amount or its agriculturally acceptable salt or ester and (b) (2R) -2- [4- (4- cyano -2-
Fluorophenoxy) phenoxy group]-propionic acid or its agriculturally acceptable salt or ester composition,
The wherein acid equivalent of the acid equivalent of fluroxypramide and (2R) -2- [4- (4- cyano -2- fluorophenoxy) phenoxy group]-propionic acid
Weight ratio be 1:12 to 16:1.
12. the composition of claim 11, the wherein acid equivalent of fluroxypramide and (2R) -2- [4- (4- cyano -2- fluorophenoxy)
Phenoxy group]-propionic acid acid equivalent weight ratio be (140/63): 1 to (280/63): 1.
13. the composition of claim 11, wherein fluroxypramide includes fluroxypramide methylheptyl ester.
14. the composition of claim 12, wherein fluroxypramide includes fluroxypramide methylheptyl ester.
15. the composition of any one of claim 11-14, wherein (2R) -2- [4- (4- cyano -2- fluorophenoxy) benzene oxygen
Base]-propionic acid include { (2R) -2- [4- (4- cyano -2- fluorophenoxy) phenoxy group]-propionic acid }-butyl ester.
16. controlling the method for not needing vegetation comprising make the claim 1 or 6 of vegetation or its location and herbicidally effective amount
Synergistic herbicidal mixture or claim 11 composition contact or into water apply herbicidally effective amount claim 1 or 6
Synergistic herbicidal mixture or claim 11 composition to prevent the growth of vegetation.
17. the method for claim 16, wherein the Synergistic herbicidal mixture is applied in the following manner: (2R) -2- [4- (4- cyanogen
Base -2- fluorophenoxy) phenoxy group] rate of application of-propionic acid is 32g ae/ha to 430g ae/ha and the rate of application of fluroxypramide is
35g ae/ha to 560g ae/ha.
18. the method for claim 16, wherein not needing vegetation in control rice.
19. the method for claim 17, wherein not needing vegetation in control rice.
20. the method for any one of claim 16-19, wherein it is described do not need vegetation be barnyard grass (barnyardgrass), it is close
Cover Sprangletop (tighthead sprangletop), China Sprangletop (Chinese sprangletop), broad-leaved letter
Number grass (broadleaf signalgrass), spiral shell grass (winklegrass) or setariafaberi (giant foxtail).
21. the method for any one of claim 16-19, wherein the component of Synergistic mixtures as multicomponent weeding system one
It applies part.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US25568509P | 2009-10-28 | 2009-10-28 | |
| US61/255,685 | 2009-10-28 | ||
| CN201080047669.6A CN102724876B (en) | 2009-10-28 | 2010-10-27 | Synergistic herbicidal composition containing fluroxypyr and cyhalofop, metamifop or profoxydim |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201080047669.6A Division CN102724876B (en) | 2009-10-28 | 2010-10-27 | Synergistic herbicidal composition containing fluroxypyr and cyhalofop, metamifop or profoxydim |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN106106455A CN106106455A (en) | 2016-11-16 |
| CN106106455B true CN106106455B (en) | 2019-04-19 |
Family
ID=43898935
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201410524599.9A Active CN104285972B (en) | 2009-10-28 | 2010-10-27 | Comprise fluroxypyr and the synergistic herbicidal compositions of cyhalofop-butyl, * azoles acyl grass amine or clefoxidim |
| CN201410524597.XA Active CN104351183B (en) | 2009-10-28 | 2010-10-27 | Synergistic herbicidal composition containing fluroxypyr and cyhalofop, metamifop or profoxydim |
| CN201610457530.8A Active CN106106455B (en) | 2009-10-28 | 2010-10-27 | Synergistic herbicidal compositions comprising fluroxypramide and cyhalofop-butyl, * azole amide or clefoxidim |
| CN201080047669.6A Withdrawn - After Issue CN102724876B (en) | 2009-10-28 | 2010-10-27 | Synergistic herbicidal composition containing fluroxypyr and cyhalofop, metamifop or profoxydim |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201410524599.9A Active CN104285972B (en) | 2009-10-28 | 2010-10-27 | Comprise fluroxypyr and the synergistic herbicidal compositions of cyhalofop-butyl, * azoles acyl grass amine or clefoxidim |
| CN201410524597.XA Active CN104351183B (en) | 2009-10-28 | 2010-10-27 | Synergistic herbicidal composition containing fluroxypyr and cyhalofop, metamifop or profoxydim |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201080047669.6A Withdrawn - After Issue CN102724876B (en) | 2009-10-28 | 2010-10-27 | Synergistic herbicidal composition containing fluroxypyr and cyhalofop, metamifop or profoxydim |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US8420571B2 (en) |
| EP (3) | EP3028570B1 (en) |
| JP (1) | JP5764567B2 (en) |
| KR (2) | KR101644214B1 (en) |
| CN (4) | CN104285972B (en) |
| AR (1) | AR079419A1 (en) |
| AU (1) | AU2010315503B2 (en) |
| BR (3) | BR122016022110B1 (en) |
| CL (3) | CL2012001090A1 (en) |
| CO (1) | CO6531480A2 (en) |
| CR (2) | CR20170519A (en) |
| EC (1) | ECSP12011804A (en) |
| ES (3) | ES2712504T3 (en) |
| IN (1) | IN2012DN03298A (en) |
| MY (1) | MY166602A (en) |
| PE (1) | PE20121713A1 (en) |
| PT (3) | PT3028570T (en) |
| RU (1) | RU2542768C2 (en) |
| TR (1) | TR201900122T4 (en) |
| UA (1) | UA108364C2 (en) |
| WO (1) | WO2011056639A2 (en) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101796328B1 (en) | 2009-10-28 | 2017-11-09 | 다우 아그로사이언시즈 엘엘씨 | Synergistic herbicidal composition containing fluroxypyr and penoxsulam, halosulfuron-methyl, imazamox or imazethapyr |
| MY164944A (en) | 2011-06-22 | 2018-02-15 | Dow Agrosciences Llc | Herbicide emulsifiable concentrates with built-in adjuvant |
| PE20141327A1 (en) * | 2011-06-22 | 2014-10-03 | Dow Agrosciences Llc | HERBICIDE GRANULES WITH INTEGRATED ADJUVANT |
| BR102012027933A2 (en) * | 2011-11-01 | 2015-11-17 | Dow Agrosciences Llc | stable pesticide compositions |
| CN102362593A (en) * | 2011-11-28 | 2012-02-29 | 北京燕化永乐农药有限公司 | Weeding composition |
| DK2787829T3 (en) * | 2011-12-06 | 2016-12-05 | Dow Agrosciences Llc | Herbicidal composition containing 4-amino-3-chloro-6- (4-CHLORO-2-FLUORO-3-methoxy-phenyl) pyridine-2-carboxylic acid or a derivative thereof and Fluroxypyr OR DERIVATIVES |
| AU2013212141B2 (en) * | 2012-01-25 | 2016-10-20 | Dow Agrosciences Llc | Improved solid herbicide compositions with built-in adjuvant |
| CA2884509C (en) | 2012-09-28 | 2021-06-01 | Dow Agrosciences Llc | Synergistic weed control from applications of aminocyclopyrachlor and fluroxypyr |
| CN103444720B (en) * | 2013-08-22 | 2015-05-20 | 河北省林业科学研究院 | Herbicide for stem and leaf treatment of hemerocallis fulva |
| CN103583523A (en) * | 2013-10-14 | 2014-02-19 | 广东中迅农科股份有限公司 | Paddy field weeding composition |
| AR100785A1 (en) * | 2014-06-09 | 2016-11-02 | Dow Agrosciences Llc | HERBICIDE CONTROL OF MALEZA FROM COMBINATIONS OF FLUROXIPIR AND INHIBITORS OF ALS |
| CN104285957B (en) * | 2014-09-19 | 2016-01-13 | 河南中天恒信生物化学科技有限公司 | A kind of compound herbicide containing cyhalofop-butyl, fluroxypyr and two careless ether and application thereof |
| WO2017035065A1 (en) * | 2015-08-26 | 2017-03-02 | Dow Agrosciences Llc | Broad spectrum weed control in flooded rice by in-water application of auxin herbicides |
| CN106376576A (en) * | 2016-10-12 | 2017-02-08 | 陕西上格之路生物科学有限公司 | Three-ingredient weeding composition |
| CN106376568A (en) * | 2016-10-19 | 2017-02-08 | 陕西上格之路生物科学有限公司 | Three-ingredient weeding composition |
| CN106577671A (en) * | 2016-10-31 | 2017-04-26 | 浙江天丰生物科学有限公司 | Synergistic weeding composition containing cyhalofop-butyl, fluroxypyr-mepthyl and quinclorac |
| CN106376593A (en) * | 2016-11-08 | 2017-02-08 | 陕西上格之路生物科学有限公司 | Three-ingredient weeding composition |
| CN106857553A (en) * | 2017-01-05 | 2017-06-20 | 浙江天丰生物科学有限公司 | Han You metamifops, the different monooctyl ester of fluroxypyr are He the Herbicidal combinations of clomazone |
| CN107156147A (en) * | 2017-04-12 | 2017-09-15 | 浙江天丰生物科学有限公司 | Herbicidal composition for paddy fields containing penoxsuam, the different monooctyl ester, metamifops of fluroxypyr |
| CN106973916A (en) * | 2017-06-07 | 2017-07-25 | 章寿明 | The Herbicidal combinations of Han You metamifops and its application |
| CN107094771A (en) * | 2017-06-08 | 2017-08-29 | 上海虎印实业有限公司 | It is a kind of containing clefoxidim He the Herbicidal combinations of metamifop |
| CN107683855A (en) * | 2017-09-19 | 2018-02-13 | 浙江天丰生物科学有限公司 | A kind of Herbicidal composition for paddy fields |
| CN108432774A (en) * | 2018-03-26 | 2018-08-24 | 孟州传奇生物科技有限公司 | A kind of herbicidal composition of rice terrace |
| CN112335660A (en) * | 2020-11-03 | 2021-02-09 | 安徽众邦生物工程有限公司 | Topramezone and fluroxypyr weeding composition |
| US20240099304A1 (en) * | 2021-02-16 | 2024-03-28 | Parijat Industries (India) Private Limited | Synergistic herbicidal compositions of metamifop |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5190573A (en) * | 1990-05-09 | 1993-03-02 | Basf Aktiengesellschaft | Cyclohexenone oxime ethers, their preparation and their use as herbicides |
| CN101019537A (en) * | 2007-03-22 | 2007-08-22 | 陈德胜 | Recompounded herbicide of fenoxaprop-P-ethyl and fluroxypyr |
| CN101530104A (en) * | 2009-04-21 | 2009-09-16 | 北京颖泰嘉和科技股份有限公司 | Herbicide composition containing sulfonylurea, pyridine and cyhalofop-butyl and use thereof |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HUP9900404A3 (en) * | 1995-09-20 | 2000-01-28 | Basf Ag | Synergistic herbicidal mixtures containing cyclohexenone oxime ether |
| TW561153B (en) * | 1998-07-25 | 2003-11-11 | Dongbu Hannong Chemical Co Ltd | Herbicidal phenoxypropionic acid N-alkyl-N-2-fluoro-phenyl amide compounds |
| US20050054533A1 (en) | 2001-12-03 | 2005-03-10 | Rueegg Willy T. | Herbicidal conposition |
| DE102004041529A1 (en) * | 2004-08-27 | 2006-03-02 | Bayer Cropscience Gmbh | Herbicide combinations with special ketoenols |
| CN101595875A (en) | 2009-07-10 | 2009-12-09 | 赵邦斌 | Fluroxypyr cyhalofop-butyl complex weedicide |
| CN101999357A (en) | 2010-12-17 | 2011-04-06 | 上海生农生化制品有限公司 | Herbicide composition and application thereof |
-
2010
- 2010-10-27 UA UAA201206362A patent/UA108364C2/en unknown
- 2010-10-27 AU AU2010315503A patent/AU2010315503B2/en not_active Ceased
- 2010-10-27 CR CR20170519A patent/CR20170519A/en unknown
- 2010-10-27 BR BR122016022110-5A patent/BR122016022110B1/en active IP Right Grant
- 2010-10-27 KR KR1020127010955A patent/KR101644214B1/en active IP Right Grant
- 2010-10-27 PE PE2012000521A patent/PE20121713A1/en not_active Application Discontinuation
- 2010-10-27 PT PT15195958T patent/PT3028570T/en unknown
- 2010-10-27 CN CN201410524599.9A patent/CN104285972B/en active Active
- 2010-10-27 TR TR2019/00122T patent/TR201900122T4/en unknown
- 2010-10-27 CN CN201410524597.XA patent/CN104351183B/en active Active
- 2010-10-27 PT PT16185362T patent/PT3120702T/en unknown
- 2010-10-27 BR BR122016022116-4A patent/BR122016022116B1/en active IP Right Grant
- 2010-10-27 IN IN3298DEN2012 patent/IN2012DN03298A/en unknown
- 2010-10-27 MY MYPI2012001870A patent/MY166602A/en unknown
- 2010-10-27 EP EP15195958.2A patent/EP3028570B1/en active Active
- 2010-10-27 RU RU2012121835/13A patent/RU2542768C2/en not_active IP Right Cessation
- 2010-10-27 ES ES16185362T patent/ES2712504T3/en active Active
- 2010-10-27 BR BR112012009795A patent/BR112012009795A2/en not_active Application Discontinuation
- 2010-10-27 CN CN201610457530.8A patent/CN106106455B/en active Active
- 2010-10-27 KR KR1020167020129A patent/KR20160092040A/en not_active Application Discontinuation
- 2010-10-27 CN CN201080047669.6A patent/CN102724876B/en not_active Withdrawn - After Issue
- 2010-10-27 US US12/913,235 patent/US8420571B2/en active Active
- 2010-10-27 WO PCT/US2010/054248 patent/WO2011056639A2/en active Application Filing
- 2010-10-27 ES ES10771881.9T patent/ES2560461T3/en active Active
- 2010-10-27 EP EP16185362.7A patent/EP3120702B1/en active Active
- 2010-10-27 ES ES15195958.2T patent/ES2688522T3/en active Active
- 2010-10-27 JP JP2012536991A patent/JP5764567B2/en not_active Expired - Fee Related
- 2010-10-27 PT PT107718819T patent/PT2493306E/en unknown
- 2010-10-27 EP EP10771881.9A patent/EP2493306B1/en active Active
- 2010-10-28 AR ARP100103972A patent/AR079419A1/en unknown
-
2012
- 2012-04-17 EC ECSP12011804 patent/ECSP12011804A/en unknown
- 2012-04-17 CR CR20120187A patent/CR20120187A/en unknown
- 2012-04-26 CO CO12068595A patent/CO6531480A2/en active IP Right Grant
- 2012-04-26 CL CL2012001090A patent/CL2012001090A1/en unknown
-
2015
- 2015-08-31 CL CL2015002437A patent/CL2015002437A1/en unknown
- 2015-08-31 CL CL2015002439A patent/CL2015002439A1/en unknown
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5190573A (en) * | 1990-05-09 | 1993-03-02 | Basf Aktiengesellschaft | Cyclohexenone oxime ethers, their preparation and their use as herbicides |
| CN101019537A (en) * | 2007-03-22 | 2007-08-22 | 陈德胜 | Recompounded herbicide of fenoxaprop-P-ethyl and fluroxypyr |
| CN101530104A (en) * | 2009-04-21 | 2009-09-16 | 北京颖泰嘉和科技股份有限公司 | Herbicide composition containing sulfonylurea, pyridine and cyhalofop-butyl and use thereof |
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN106106455B (en) | Synergistic herbicidal compositions comprising fluroxypramide and cyhalofop-butyl, * azole amide or clefoxidim | |
| CN102686109B (en) | Synergistic herbicidal composition containing fluroxypyr and penoxsulam, halosulfuron-methyl, imazamox or imazethapyr | |
| JP5658164B2 (en) | 6- (Trisubstituted phenyl) -4-amino-2-pyridinecarboxylate herbicide and croquint set-mexyl safener composition for cereals | |
| CN103281899B (en) | Synergistic herbicidal composition containing fluroxypyr and quinclorac | |
| US8338334B2 (en) | Synergistic herbicidal composition containing fluroxypyr and quinclorac | |
| AU2017201737B2 (en) | Synergistic herbicidal composition containing fluroxypyr and penoxsulam, halosulfuron-methyl, imazamox or imazethapyr | |
| AU2015221484B2 (en) | Synergistic herbicidal composition containing fluroxypyr and cyhalofop, metamifop or profoxydim |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant | ||
| CP01 | Change in the name or title of a patent holder | ||
| CP01 | Change in the name or title of a patent holder |
Address after: Indiana, USA Patentee after: Kedihua Agricultural Technology Co.,Ltd. Address before: Indiana, USA Patentee before: DOW AGROSCIENCES LLC |